If you don't trade your bitcoin and just hodl it you know you'll have it. There's always the risk if you're not holding any bitcoin that the price will spike and not come down again. If he's willing to take that risk then fine but I'd advise him to keep at least a portion of his capital in assets like bitcoin and gold. That way he can be sure he will always have that portion. How big that part is depends on risk tolerance and one's confidence in one's ability to predict price movements.
edited to add: Another factor would be how much you mind actively managing your portfolio and keeping up with trends, news etc. Some people enjoy doing that. He seems like he might fit in that category. It may not feel like a chore to him.
I'd rather keep open the option to be able to use that time and attention for other things. Sure I may miss out on some gains (then again I may miss out on some losses too...) but I gain free time and attention. I also gain certainty and with that a sense of tranquility. I don't have to worry about my speculation bets checking out. To each his own.
The argument I'd bring up would be about risk, What he is doing is a fundamentally more risky strategy. If you keep the bitcoin you know you'll have that amount of bitcoin as long as you don't lose the keys , get hacked etc. What you're not exposed to is price risk. What he is doing may get him more bitcoin in the end, or less. We don't know. He does not know. If he is okay with that, fine. But that's the argument: the lack of certainty.
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Good point about enjoying keeping up with investments versus it being a chore. I think he does enjoy it. Once again I'll add that he does hodl a significant stack of bitcoin that he doesn't touch. He saves his gambling for his "have fun" money.
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